Top Tech Jobs & Startup Jobs in Toronto

Lead and coach a technical Support team while personally handling Tier 1 and Tier 2 issues for legal software products. Establish ticket classification, SLAs, escalation workflows, reporting, knowledge management, and AI-enabled support practices. Evaluate and implement support systems, collaborate with R&D and Cloud Ops, communicate during incidents, monitor client health, and drive retention and continuous improvement.

Owns client software implementations and upgrades from kickoff through go-live, including requirements consultation, configuration, training, issue resolution, and post-go-live support. Collaborates with R&D, QA, Support, and Sales; provides product expertise and internal training; and supports helpdesk operations. The role requires legal workflow knowledge, strong communication, independent execution, generative AI fluency, and occasional travel to the Cincinnati office, client sites, and conferences.

Develops and delivers employee and client training for Volante POS software, including onboarding, training needs analysis, materials creation, virtual and in-person facilitation, evaluations, scheduling, documentation, and learning content management. Collaborates with technical and project teams to translate product features into effective training. Requires at least three years of learning and development experience, software training expertise, strong communication and organization skills, and occasional travel within Canada and the United States.

Manage high-touch client accounts, support platform implementation, document interactions, resolve complex issues, and maintain strong client relationships. Identify upsell and revenue-growth opportunities, provide proactive service and root-cause analysis, coordinate with product and engineering teams on platform improvements, and manage special projects. The role requires prioritization, mentoring, communication, conflict de-escalation, and a strong client-focused mindset.

Build and expand relationships with senior financial services clients, identify business challenges, shape enterprise software solutions, negotiate complex deals, and achieve quarterly and annual sales targets. The role requires consultative enterprise selling, collaboration with product, delivery, marketing, and presales teams, client business planning, and maintaining long-term profitable partnerships. Travel of 25–50% is required.

Leads partner technical discovery, designs and implements payment API integrations, builds scripts and lightweight services, and manages deployments from sandbox to production. The role develops AI-assisted engineering assets, delivery playbooks, and automation while collaborating with Sales, Product, and Operations. It requires customer-facing technical experience, software or solutions engineering expertise, and familiarity with APIs, integrations, cloud platforms, payments, and AI developer tools.

The Chief Technology Officer will define and execute the technology roadmap, lead software engineering, QA, DevOps, infrastructure, and architecture teams, and oversee SaaS platform modernization. Responsibilities include cloud migration, cybersecurity, reliability, operational excellence, talent development, engineering metrics, and executive collaboration. The CTO will also establish the organization’s AI strategy and deliver secure AI-enabled product capabilities using technologies such as Azure OpenAI, Microsoft Copilot, and RAG.

Develop and execute outbound sales processes targeting nonprofit organizations, build and manage a qualified pipeline, track sales metrics, and identify new market segments. Partner with leadership to refine value propositions and create sales collateral. Conduct prospect discovery, tailor software demonstrations, prepare quotes, communicate product value, and complete customer handoffs. The role requires deep nonprofit-sector knowledge, strong relationship-building and communication skills, CRM experience, self-direction, and the ability to translate software features into practical customer benefits.

Provides Tier 1 technical support to English- and French-speaking customers through phone, email, and chat. Troubleshoots configuration, access, and application issues; documents and categorizes tickets; provides product guidance; escalates complex cases; monitors SLAs and follows up on open cases. The role also assists with French training and documentation translation, participates in product and process training, and works a rotating after-hours and public-holiday schedule.

Owns the unified strategy, roadmap, lifecycle, and performance of two cloud software products serving law firms. Leads customer research, AI and automation initiatives, pricing and packaging, product requirements, backlog prioritization, launches, adoption, and optimization. Partners with engineering, sales, customer service, finance, and technology partners to deliver scalable products, improve retention, and drive profitable revenue growth.